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The regex pattern "first.*second|second.*first" will do what you ask, if the words are on the same line OR the compiler has been told "." should include newline.
To do the latter with grep, you can use the -z flag, e.g:
Depending on the size of the files and where the words are likely to be, it might be more efficient to use ".*?" instead of ".*", or to set a maximum distance, e.g. with ".{0,1000}", or indeed to use multiple greps - but the example in post #2 should probably be using "-Z" (uppercase) for grep and "-0" (zero) for xargs to handle filenames reliably:
Some sample data would needed then, sanitized if necessary. Please show a few lines which include stuff that won't be found along with several permutations of stuff that should be found.
It looks difficult to duplicate as a structure and thus search. Maybe try an associative array of associative arrays with lists. I'd try Perl but perhaps YottaDB or similar key-value system might be in order?
I would guess there are Perl modules or sample programs out there already and maybe some Python.
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